The preparation of sodium 4-Amino-3-nitro-benzenesulfonate and some related compounds

1982 ◽  
Vol 35 (8) ◽  
pp. 1727 ◽  
Author(s):  
J Rosevear ◽  
JFK Wilshire

The sodium salt of 4-amino-3-nitrobenzenesulfonic acid (O-nitroaniline-p-sulfonic acid) has been prepared by the action of dilute sodium hydroxide solution on ethyl [(4-chlorosulfonyl-2-nitro)- phenyllcarbamate. Central to this synthesis is the finding that the N-ethoxycarbonyl group, when located ortho to a nitro group (but not to a bromo group), is readily removed by dilute sodium hydroxide solution.

1970 ◽  
Vol 48 (9) ◽  
pp. 1394-1403 ◽  
Author(s):  
K. B. Shaw ◽  
R. K. Miller

When 2-aminophenylsulfonylacetic acid (3) was heated under reflux in an excess of dilute sodium hydroxide solution, the only product identified was 2-methylsulfonylaniline (6). When 2-nitrophenyl-sulfonylacetic acid was treated under the same conditions, the major products identified were 2-methyl-sulfonylnitrobenzene (7), 2-nitrophenol (8), and orthanilic acid (13); minor products of this reaction were 6 and 3-methylsulfonyl-3′-nitro-4-amino-4′-hydroxybiphenyl (12). The same products were obtained although the yields were different when 7 was boiled with alkali, but the reaction of 4-methylsulfonyl-nitrobenzene (15) with alkali was less complex and 4-nitrophenol (16) was the only major product. The biphenyl 12 was also formed in small yield when N-(2-methylsulfonylphenyl)hydroxylamine (19) was treated with alkali and its formation in these reactions was investigated in detail. It was concluded that 12 arises from 7 and 19, but it could also be prepared from 19 and 2-chloro- or better, 2-fluoronitrobenzene, in alkaline solution, and based on all these observations, a mechanism for its formation is suggested. The genesis of the various other products is also discussed. Reference is made to the infrared spectra of sulfones.


2010 ◽  
pp. 35-36 ◽  
Author(s):  
Md Atikur Rahman ◽  
Nymul Ehsan Khan

The textile industry in Bangladesh uses a substantial quantity of caustic soda (sodium hydroxide) to clean and prepare fabrics for dyeing. In all textile mills dealing with finishing, particularly with the mercerizing of cotton and mixed cotton fabrics, dilute caustic soda solutions come out as effluent from mercerizing unit. Caustic soda is expensive and its disposal without neutralization is unacceptable. A considerable amount of caustic soda can be saved if the dilute solution leaving the mercerizing step can be collected, concentrated and recycled. The concentration of the dilute caustic soda solution can be carried out by means of evaporation. A single effect evaporation system to concentrate the dilute sodium hydroxide solution was constructed and operated. The operating results confirm the economic viability of such recovery scheme.Journal of Chemical Engineering Vol.ChE 24 2006 35-36


2010 ◽  
Vol 113-116 ◽  
pp. 712-715
Author(s):  
Xue Xin Yang ◽  
Gui Zhen Fang

Glucose production from pretreated corn stalks by cellulose enzymatic hydrolysis with cellulase was investigated and compared with no pretreatment, as a reference. The corn stalks were pretreated with microwave, sulfuric acid hydrolysis and dilute sodium hydroxide solution hydrolysis respectively. The enzymatic hydrolysis experiments were carried out at 50°C, 50 g/l dry matter (DM) solid substrate concentration and 15 filter paper unit (IU)/g DM of a commercial cellulase. Fermentable sugar was able to be produced from all the pretreated corn stalks with an overall yield of 29-58% of the maximum theoretical yield, based on the glucan available in the solid and liquid substrate. The corn stalks pretreated with dilute acid had the best glucose yield as 58.09% followed by the corn stalks pretreated with acid and microwave with an overall yield of 57.02% with 15 IU/g DM of cellulase. Glucose was the main product with enzymatic hydrolysis yield ratio 38.89%in the dilute sulfuric acid pretreated corn stalks, while with enzymatic hydrolysis yield ratio 51.07%in the dilute sodium hydroxide solution and microwave pretreated corn stalks under enzymatic hydrolysis conditions. These advantages, along with their negative price, make these solids a valuable raw material for L-lactic acid production.


1970 ◽  
Vol 48 (9) ◽  
pp. 1404-1413 ◽  
Author(s):  
K. B. Shaw ◽  
R. M. Heggie ◽  
R. K. Miller

When N-(2-methylsulfonylphenyl)hydroxylamine (4) was treated with dilute sodium hydroxide solution the major product was always 2,2′-di(methylsulfonyl)azoxybenzene (5). At room temperature other significant products were 2-hydroxy-2′-methylsulfonylazoxybenzene (6a) and 2-methylsulfonylnitrobenzene (2), while 6a was also formed at reflux together with small amounts of 2-hydroxy-2′-methylsulfonylazobenzene (8), 2-methylsulfonylaniline (7), 3-methylsulfonyl-3′-nitro-4-amino-4′-hydroxybiphenyl (3), and 2. The compounds 5, 6a, and 7 were also obtained when 2-methylsulfonylnitrosobenzene (9) was boiled with alkali. The decomposition of N-(4-methylsulfonylphenyl)hydroxylamine (16) in dilute alkali at room temperature gave a quantitative yield of 4,4′-di(methylsulfonyl)azoxybenzene (17) and at reflux, mixtures of 17 and 4,4′-di(methylsulfonyl)azobenzene (18) were obtained. The modes of formation of the various products from the two hydroxylamines are discussed.


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